Synthesis, characterization and antimicrobial evaluation of newly synthesized compounds with phthalimide skeleton

Abstract

IN AN EFFORT to develop new antimicrobial agents, a novel series of 2-{[4-(substituted phenyl)amino]methyl)-1H-isoindole-1, 3(2H)-dione derivatives (2-17a, b) was synthesized starting from 2-({[4-(bromoacetyl)phenyl]amino}methyl)-1H-isoindole-1, 3(2H)-dione (1) by introducing different heterocyclic moieties, such as thiazole, thiazolidinone, azetidinone, furan and pyrazole. The structures of all the synthesized compounds have been elucidated by means of IR, 1H NMR, mass spectroscopic data and elemental analysis. Most of the synthesized compounds were screened for their antimicrobial activity by means of agar well diffusion assay while the minimal inhibitory concentrations of the active compounds were then assessed utilizing broth dilution method. Derivative 2-[(4-{[(1, 3-Dioxo-1, 3-dihydro-2H-isoindol-2-yl)methyl]amino}phenyl)-2-oxoethyl]propane dinitrile (15) was the most potent compound.